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CS-W001157 4
Total: USD 88.00

1H-Pyrrolo[2,3-b]pyridine-3-carbonitrile

  • CAS No. 4414-89-5

  • Cat. No. CS-B0514
  • Purity≥95%
  • MDL No.MFCD07778359

*For research and further manufacturing use only, not for direct human use.

1H-Pyrrolo[2,3-b]pyridine-3-carbonitrile|CS-B0514

Structure of 4414-89-5

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General Information

  • CAS No. 4414-89-5
  • Cat. No. CS-B0514
  • Purity ≥95%
  • MDL No. MFCD07778359
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅N₃
  • Molecular Weight 143.15
  • Synonym(s) None
  • SMILES N#CC1=CNC2=NC=CC=C21

Description

1H-Pyrrolo[2,3-b]pyridine-3-carbonitrile is a heteroaromatic building block featuring a fused pyrrole-pyridine core with a nitrile group at the 3-position. This electron-deficient scaffold integrates readily into medicinal chemistry campaigns, offering robust stability and compatibility with transition metal-catalyzed couplings. The nitrile moiety enables further functionalization via nucleophilic addition or reduction.

Application

1H-Pyrrolo[2,3-b]pyridine-3-carbonitrile serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to fused pyrrolopyridine scaffolds. The nitrile group provides a handle for nucleophilic transformations and downstream functionalization, while the electron-deficient core facilitates coupling reactions. Its bench-stable nature and compatibility with standard synthetic protocols make it well-suited for modular library synthesis and API development.

Synthesis

  • Route1
    • null|null
      860362-09-0
    • ~68%
    • In-stock
      1H-Pyrrolo[2,3-b]pyridine-3-carbonitrile|CS-B0514
      4414-89-5

    References

    • Bahekar, Rajesh H.; Jain, Mukul R.; Jadav, Pradip A.; Prajapati, Vijay M.; Patel, Dipam N.; Gupta, Arun A.; Sharma, Ajay; Tom, Robby; Bandyopadhya, Debdutta; Modi, Honey; Patel, Pankaj R. Bioorganic and Medicinal Chemistry, 2007 , vol. 15, # 21 p. 6782 - 6795
  • Route2
    • 1H-Pyrrolo[2,3-b]pyridine-3-carbonitrile, 1-acetyl-|CS-0004049
      860362-11-4
    • ~%
    • In-stock
      1H-Pyrrolo[2,3-b]pyridine-3-carbonitrile|CS-B0514
      4414-89-5

    References

    • KARO BIO AB; APELQVIST, Theresa; CHENG, Aiping; RHOeNNSTAD, Patrik; HAGBERG, Lars; KRUeGER, Lars Patent: WO2011/42474 A1, 2011 ; Location in patent: Page/Page column 22-23 ; WO 2011/042474 A1
  • Route3

    References

    • Allegretti, Marcello; Anacardio, Roberto; Cesta, M. Candida; Curti, Roberto; Mantovanini, Marco; Nano, Giuseppe; Topai, Alessandra; Zampella, Giuseppe Organic Process Research and Development, 2003 , vol. 7, # 2 p. 209 - 213

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 3439
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H302+H312+H332-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   52.47
  • LogP   1.43458
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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